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On the chloride lability in electron-rich second-generation ruthenium benzylidene complexes

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Abstract

A series of electron-rich second-generation cis-dichloro ruthenium aldehyde-chelating benzylidene complexes was prepared, characterized, and tested in typical ring-opening metathesis polymerization (ROMP) experiments. The benzylidene precursors were prepared via etherification of the hydroxyl group and vinylation at position 2 of 2-bromo-5-hydroxy-4-methoxybenzaldehyde. The corresponding ruthenium complexes were obtained from a carbene exchange reaction and were characterized by a cis-dichloro arrangement. A pronounced lability of the chloride ligand trans to the N-heterocyclic carbene ligand in methanol was observed and it was shown that this feature is responsible for a particularly slow ROMP in this solvent.

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Acknowledgments

Financial support by the European Community (grant no. CP-FP 211468-2 EUMET) is gratefully acknowledged. E.P. is thankful for having received the “Chemical Monthly” stipend 2013.

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Correspondence to Christian Slugovc.

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Dedicated to Franz Stelzer and his contributions to the field of Olefin Metathesis.

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Strasser, S., Pump, E., Fischer, R.C. et al. On the chloride lability in electron-rich second-generation ruthenium benzylidene complexes. Monatsh Chem 146, 1143–1151 (2015). https://doi.org/10.1007/s00706-015-1484-x

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  • DOI: https://doi.org/10.1007/s00706-015-1484-x

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